Orange County · Windermere · 34786
Tilden's Grove, Windermere FL Real Estate
Established mid-tier Windermere gated living — spacious lots up to half an acre, Windermere High School zone, and guard-gated security. Homes from $700K to $1.8M.
Tilden's Grove Overview
The Move-Up Windermere Gated Community
Tilden's Grove fills a specific and well-defined role in the Windermere market: the established, spacious, guard-gated community for move-up buyers who want more land than Belmere offers but are not ready to commit to the $1.8M entry point of Keene's Pointe. Located off Reams Road between those two communities, Tilden's Grove delivers larger lots — some exceeding half an acre — with the same Windermere school zone and 24-hour gate security.
The community's roots in the Engle Homes production era mean a cohesive architectural character — Mediterranean and transitional single-family homes with consistent setbacks and mature landscaping. Custom builds and significant renovations have added variety at the upper end of the price range, pushing the ceiling above $1.5M for the best homes on the largest lots.
The established tree canopy and quieter demographic profile attract buyers who prioritize privacy and space over active amenity programming. Windermere High School — among the top public school assignments in Orange County — is the consistent demand anchor for the entire corridor.
Tilden's Grove anchors
- ✦ Guard Gate 24/7 — Staffed entry, full perimeter security
- ✦ Spacious Lots — Up to half an acre, larger than most gated peers
- ✦ Community Pool & Tennis — On-site amenities, HOA maintained
- ✦ Windermere High School — Top Orange County public school zone
- ✦ Established Canopy — Mature trees, privacy, quiet streets
- ✦ SR-429 & Disney — ~15 minutes via Western Beltway
Tilden's Grove Property Types
Premium Estate
$1.2M–$1.8M
Larger lots with custom or heavily upgraded finishes, 4–5 bedrooms, and private pools. The top tier of Tilden's Grove for buyers seeking Windermere gated living at near-Keene's Pointe scale.
Mid-Tier Estate
$900K–$1.2M
The core Tilden's Grove product — 4-bedroom, 3,000–4,000 sqft, well-appointed homes on generous lots. Strong move-up demand from Belmere and similar communities.
Entry Gated
$700K–$950K
Tilden's Grove entry point — guard gate, Windermere school zone, and established neighborhood feel at a value price. Ideal for buyers stepping into Windermere gated living for the first time.
Homes for Sale in Tilden's Grove, Windermere FL
Live Stellar MLS listings · ZIP 34786 · Windermere area
Browse active homes for sale in Windermere, Central Florida, sourced from Stellar MLS and refreshed every 15 minutes. Current inventory includes single-family homes, condos, and waterfront properties across a range of price points.
Tilden's Grove Windermere FL — FAQ
What is Tilden's Grove in Windermere FL?
Tilden's Grove is a 170-home guard-gated community in Windermere, FL, located off Reams Road between the Belmere and Keene's Pointe corridor. The community features a mix of production luxury homes from the Engle Homes era and custom builds, with Mediterranean and transitional architecture on generally larger lots than neighboring Belmere — some exceeding half an acre. Amenities include a community pool, tennis courts, and a staffed guard gate. The established tree canopy and quieter atmosphere make it a strong choice for move-up buyers.
How does Tilden's Grove compare to Belmere and Keene's Pointe?
Tilden's Grove sits squarely in the middle of the Reams Road gated corridor. Belmere (to the west) is smaller-scale with tighter lots and a more active, family-amenity focus — entry prices start around $700K. Tilden's Grove is more established, with larger lots, a quieter atmosphere, and a price ceiling that reaches $1.8M for custom homes on the best lots. Keene's Pointe (to the east) adds a Jack Nicklaus Signature golf course and Butler Chain of Lakes access, pushing entry above $1.8M. Tilden's Grove is the logical move-up from Belmere for buyers who want more land without committing to the full Keene's Pointe price range.
What are home prices in Tilden's Grove?
Tilden's Grove homes range from approximately $700K at the entry level to $1.8M for premium custom estates on the largest lots. The active mid-market runs $900K–$1.2M for 4-bedroom homes in the 3,000–4,000 square-foot range. Custom or heavily renovated homes on half-acre-plus lots push toward the upper end of the range. The wider price spread versus Belmere reflects the greater variation in lot size and finish level within the community.
What amenities does Tilden's Grove have?
Tilden's Grove amenities include a community pool, tennis courts, and a staffed guard gate providing 24-hour access control. HOA fees run approximately $250–$400 per month, covering gate security, pool and court maintenance, and common area upkeep. There is no golf course at Tilden's Grove. The community's larger lots and established tree canopy are themselves considered amenities by buyers who prioritize space and privacy over resort-style programming.
What schools serve Tilden's Grove?
Tilden's Grove is zoned for Windermere Elementary, Bridgewater Middle School, and Windermere High School — all Orange County Public Schools. Windermere High School is consistently ranked among the best public high school assignments in Orange County and is a primary demand driver for the entire Reams Road gated corridor. Always verify your specific address with OCPS Find My School before closing.
Windermere & West Orange Communities
Tilden's Grove Specialist
Ryan Solberg · MaxLife Realty · Windermere Luxury